4-(DIMETHYLAMINO)PHENYLDIPHENYLPHOSPHINE

• Preparation of dicyano(aryl)cyclohexenecarboxylic acid esters via regioselective annulation
• Diastereoselective cycloaddition of styrenyl allenoates
• Interfacial carbonylation of methylbenzyl bromide
• Hydroformylation of octene

586-77-6

1079-66-9

739-58-2

Grignard reagent was prepared by adding 50 g of 4-bromo-N,N-dimethylaniline, 7 g of magnesium shavings, and 400 mL of anhydrous tetrahydrofuran (THF) to a 1 L three-necked flask under nitrogen protection, and the reaction was carried out at reflux for 10 hours. After the reaction was completed, it was cooled to room temperature, 2.9 g of tetrakis(triphenylphosphine)palladium was added and stirred for 3 hours. Subsequently, 61 g of diphenylphosphonium chloride was slowly added dropwise at room temperature, and after completion of the dropwise addition, the reaction mixture was refluxed for 8 hours. At the end of the reaction, the mixture was slowly added dropwise to 200 mL of reaction solution under cooling in an ice water bath. The reaction was quenched with saturated aqueous ammonium chloride solution and the organic phase was separated. The organic phase was crystallized by addition of methanol and filtered to give 74 g of white solid 4-(N,N-dimethylamino)triphenylphosphine in 96% yield.